EP0279207B1 - Composition and method of stabilizing o-halopyridylphosphates - Google Patents

Composition and method of stabilizing o-halopyridylphosphates Download PDF

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Publication number
EP0279207B1
EP0279207B1 EP19880100876 EP88100876A EP0279207B1 EP 0279207 B1 EP0279207 B1 EP 0279207B1 EP 19880100876 EP19880100876 EP 19880100876 EP 88100876 A EP88100876 A EP 88100876A EP 0279207 B1 EP0279207 B1 EP 0279207B1
Authority
EP
European Patent Office
Prior art keywords
composition
percent
insecticide
carrier
wood flour
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP19880100876
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0279207A3 (en
EP0279207A2 (en
Inventor
Roy L. Van Horn
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Corteva Agriscience LLC
Original Assignee
DowElanco LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by DowElanco LLC filed Critical DowElanco LLC
Publication of EP0279207A2 publication Critical patent/EP0279207A2/en
Publication of EP0279207A3 publication Critical patent/EP0279207A3/en
Application granted granted Critical
Publication of EP0279207B1 publication Critical patent/EP0279207B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/22Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients stabilising the active ingredients
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N57/00Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/16Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals

Definitions

  • This invention relates to a novel composition and method for stabilizing O-pyridyl phosphate insecticides.
  • U.S. patent 4,213,975 discloses an insecticidal composition wherein the active substance is applied in admixture with an inert carrier material which may be inter alia kieselguhr, diatomaceous earth, lime, talc, wood flour etc.
  • DE-OS- 26 55 398 also describes a carrier material for biologically active substances including kieselguhr or wood flour.
  • materials as diatomaceous earth or kaolinite clay as carrier materials. Although they are highly desirable as carrier materials because of their structure, they tend to degrade and inactivate the insecticidal component of such insecticidal composition including them.
  • composition comprising:
  • the invention is also directed to a method for protecting stored grains and plants from insect damage by utilizing the compositions.
  • the wood flour is a softwood flour.
  • loweralkoxy and loweralkylamino refer to alkoxy and alkylamino groups having from 1 to 4 carbon atoms.
  • the preferred insecticide is "chlorpyrifos-methyl" which is O,O-dimethyl O-(3,5,6-trichloro-2-pyridyl)phosphorothioate.
  • the O-halopyridylphosphate insecticide can be admixed with the desired carrier to make either high concentrate powders or low concentrate powders.
  • Low concentrate powders are those which can be directly applied to control unwanted pests, i.e., those in stored grain or in storage facilities such as silos and storage bins without further preparation or dilution.
  • High concentrate powders are those which can be admixed with additional carrier to prepare low concentrate powders.
  • the concentration of the O-halopyridylphosphate in high concentrate powders can range from 10 to 95 percent (weight basis) or more, preferably from 30 to 90 percent, more preferably between 30 and 50 percent by weight insecticide.
  • High concentrate powders can be admixed with additional carrier to prepare low concentrate powders.
  • the concentrations of the O-halopyridylphosphate insecticide in low-concentrate powders can range from 0.5 to 10 percent (weight basis), preferably from 1 to 5 percent, most preferably 2 to 3 percent by weight insecticide.
  • wood flour includes pulverized hard woods, softwoods and mixtures thereof. Wood flour is graded according to color and fineness. The particle size of the wood flour can range from 2400 microns to 2 microns.
  • softwocd flour includes pulverized dried wood flour from softwood wastes or from softwood manufacturing processes.
  • hardwood flour includes pulverized dried wood flour from hardwood wastes or from hardwood manufacturing processes.
  • Diatomaceous earth refers to soft, bulky solid material (about 88 percent or more silica) composed of skeletons of small prehistoric aquatic plants related to algae (diatoms).
  • Barden Clay is a kaolinite clay having an average chemical analysis of about 45 percent silicon dioxide (SiO2) and 38 percent aluminum oxide (Al2O3).
  • the wood flour employed in the present method or composition should be an amount effective to stabilize the O-halopyridylphosphate insecticide from thermal degradation.
  • the wood flour can comprise between 5 to 89 percent by weight of the total composition, preferably from 30 to 70 percent by weight, more preferably 50 to 70 percent by weight.
  • the wood flour can comprise between 90 to 99.5 percent by weight of the composition, more preferably from 95 to 99 percent, most preferably 97 to 98 percent by weight of the total composition.
  • the wood flour should be an amount effective to thermally stabilize the insecticide.
  • the wood flour can be combined with the mineral carrier in a ratio ranging from 20 to 1 part wood flour to one part mineral carrier (weight basis), preferably from 10 parts to 1 part wood flour to one part mineral carrier, most preferably from 4 to 1.5 parts wood flour to one part mineral carrier.
  • the composition of the present invention can be prepared by admixing all components together, in addition to any further addition of a wetting agent and/or dispersing agent.
  • the insecticide is uniformly admixed with the wood flour and the mineral carrier is added to the wood flour admixed with insecticide.
  • compositions of the present invention can be prepared by uniformly applying the O-halopyridylphosphate insecticide to the desired carrier to give the requisite insecticidal concentration in the compositions.
  • the O-halopyridylphosphate insecticide is sprayed onto the carrier, and the mixture of the insecticide and the carrier can be agitated until the insecticide is absorbed onto the carrier.
  • the mixture can be ground to give a particular size ranging from 50 microns to 2400 microns, preferably about 50 microns.
  • the composition of the present invention can be ground to a even finer particle size, which can range from 1 to 30 microns.
  • Wetting agents are added to the finely ground powder to improve its wettability when the powder is added to an aqueous medium.
  • Such wetting agents include, but are not limited to, alkylnapthalene sulfonate salts and N-methyl-N-oleoyltaurate salts such as sodium, potassium or ammonium.
  • Dispersing agents can be combined with the wetting agent to improve the dispersion of the powder when added to an aqueous medium.
  • Typical dispersing agents include the sodium based sulfonates of lignin and the salts of polymerized alkylnaphalene sulfonic acids.
  • the wetting and dispersing agents can comprise between 3 to 10 percent (weight basis) of the total insecticidal composition.
  • the wetting and dispersing agents can be combined with the insecticidal composition on its individual components acccording to any known methods.
  • Low concentrate powders of the present invention can be used in stored grain for protection of barley, oats, rice, sorghum and wheat against injury from stored grain weevils, moths, borers, beetles and mealworms including granary weevil, rice weevil, red flour beetle, confused flour beetle, saw-toothed grain beetle, Indian meal moth, Angoumois grain moth and lesser grain borer.
  • the low concentrate powders can be applied to the grain at the rate of 0.128 to 0.64 kg/m3, preferably 0.128 kg powder per m3 as the grain is being loaded or turned into final storage. To protect stored grains from attack by Indian meal moth, the powder can be applied to the surface of clean or infested grain at the rate of about 0.034 kg/m2 grain surface area.
  • the powder can be applied to the grain as evenly as possible, by any suitable means, such as sprinkling, blowing, laying, etc.
  • the low concentrate powders can be applied to grain in a truck or wagon prior to binning.
  • the desired amount of the low concentrate powder is spread evenly over the surface of the grain in the truck or wagon.
  • the powder can be mixed into the grain with any suitable utensil, such as a shovel.
  • the powder becomes mixed with the grain as it is dumped from the truck or wagon into the hopper. Further mixing occurs when the grain is augered or blown into the bin. Mixing is completed as the powder and grain roll down the cone shaped pile in the bin.
  • High concentrate powders (10 to 90 percent by weight insecticide) can be admixed with additional carrier to prepare the low concentrate powders discussed above.
  • Plants or plant parts can also be contacted with the compositions of the present invention in order to control insects such as crickets or grasshoppers.
  • Such plants typically include vegetables such as tomatoes, cabbage, broccoli, lettuce or watermelons or field crops such as corn, soybeans, cotton, potatoes, wheat or rice.
  • the composition of the present invention can also be applied to non-crop plants in areas such as railroad right of ways.
  • Sticker agents which help the compositions to adhere more tightly to the grain or plant parts, can be added to the present compositions.
  • sticker agents include, but are not limited to, paraffinic oils, mineral oils such as white mineral oils, free and combined fatty acids, alkylarylpolyethoxyethanol, glycol ethers and di-alkylbenzene dicarboxylates.
  • the sticker agents can comprise from 3 to 10 weight percent of the total insecticidal composition.
  • Such sticker agents can be combined with the insecticidal composition or its individual components according to any known methods.
  • Example 2 Essentially the same procedure was practiced as described in Example 1 except that molten concentrates of chlorpyrifos-methyl were employed in preparing the powders. Molten concentrates of chlorpyrifos-methyl heated to a temperature of 50°C were sprayed onto a preheated softwood carrier in a rotating blender to give chlorpyrifos-methyl concentrations ranging between 30 to 50 percent of the total composition. The percentages of chlorpyrifos-methyl remaining in the samples are presented in Table 2.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
EP19880100876 1987-02-17 1988-01-21 Composition and method of stabilizing o-halopyridylphosphates Expired - Lifetime EP0279207B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US1576987A 1987-02-17 1987-02-17
US15769 1987-02-17

Publications (3)

Publication Number Publication Date
EP0279207A2 EP0279207A2 (en) 1988-08-24
EP0279207A3 EP0279207A3 (en) 1990-07-04
EP0279207B1 true EP0279207B1 (en) 1994-06-15

Family

ID=21773495

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19880100876 Expired - Lifetime EP0279207B1 (en) 1987-02-17 1988-01-21 Composition and method of stabilizing o-halopyridylphosphates

Country Status (10)

Country Link
EP (1) EP0279207B1 (es)
JP (1) JP2607593B2 (es)
AR (1) AR244943A1 (es)
AU (1) AU602046B2 (es)
BR (1) BR8800647A (es)
CA (1) CA1337326C (es)
DE (1) DE3850136T2 (es)
DK (1) DK174870B1 (es)
ES (1) ES2054709T3 (es)
NZ (1) NZ223472A (es)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5268177A (en) * 1990-08-06 1993-12-07 Miles Inc. Method for reducing deflagration of azinphos-methyl
DE19734665A1 (de) 1997-08-11 1999-02-18 Bayer Ag Mittel gegen holzzerstörende Insekten

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH274737A (fr) * 1948-03-25 1951-04-30 Roethlisberger Ami Insecticide.
US3224586A (en) * 1961-11-14 1965-12-21 Kenneth L Wade Bag assemblage
FR1439896A (fr) * 1965-02-11 1966-05-27 Chimie Et De Biolog S A Lab De Procédé d'utilisation de faibles quantités d'insecticides pour détruire les insectes, en particulier des grains
JPS5619338B2 (es) * 1972-05-09 1981-05-07
DE2655398A1 (de) * 1976-12-07 1978-06-08 Peti Nitrogenmuevek Traegerstoff fuer biologisch aktive substanzen
JPS5476825A (en) * 1977-11-29 1979-06-19 Sankyo Co Ltd Preparation of insecticidal composition
US4213975A (en) * 1979-03-23 1980-07-22 The Dow Chemical Company Insecticidal synergistic mixtures of O,O-diethyl O-(3,5,6-trichloro-2-pyridinyl)phosphorothioate and O-ethyl O-(4-(methylthio)phenyl)-S-n-propyl phosphorothioate
US4303642A (en) * 1980-05-07 1981-12-01 The Dow Chemical Company Stable insecticide containing latexes, method of making and method of distributing insecticide
DE3446104A1 (de) * 1984-12-18 1986-06-19 Bayer Ag, 5090 Leverkusen Pyridyl-thionophosphorsaeureester
DE3512164A1 (de) * 1985-04-03 1986-10-09 Celamerck Gmbh & Co Kg, 6507 Ingelheim Pyridylphosphorsaeureester

Also Published As

Publication number Publication date
AR244943A1 (es) 1993-12-30
ES2054709T3 (es) 1994-08-16
JPS63203602A (ja) 1988-08-23
BR8800647A (pt) 1988-09-27
EP0279207A3 (en) 1990-07-04
DK82188A (da) 1988-08-18
EP0279207A2 (en) 1988-08-24
DK174870B1 (da) 2004-01-12
AU1038188A (en) 1988-08-18
NZ223472A (en) 1991-01-29
CA1337326C (en) 1995-10-17
JP2607593B2 (ja) 1997-05-07
AU602046B2 (en) 1990-09-27
DE3850136D1 (de) 1994-07-21
DE3850136T2 (de) 1994-09-22
DK82188D0 (da) 1988-02-17

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